7 Night - A Journey from San Juan to Miami
Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21, More...

10 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, St Johns AG, Antigua, Roseau, Dominica, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Jan 23, More...

11 Night - Eastern Caribbean : Windward & Leeward Islands
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Jan 24, More...

21 Night - Eastern Caribbean : Leeward & U.S. Virgin Islands
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, Half Moon Cay, Bahamas, St Thomas, US Virgin Islands, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Philipsburg, Sint Maarten, San Juan, Puerto Rico, Fort Lauderdale, Florida
2026 Sails: Jan 24, More...

14 Night - Caribbean
Starting in Galveston, Texas, Ocho Rios, Jamaica, San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Johns AG, Antigua, St Thomas, Vi, Puerto Plata, Dominican Republic, George Town, Cayman Islands, Cozumel, Mexico, Galveston, Texas
2026 Sails: Jan 24, More...

7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Jan 24, Feb 14, Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...

14 Night - Exotic Caribbean Isles
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 24, Feb 28, Mar 21, More...

7 Night - Barbados, Antigua, Bvi & More
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Jan 24, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Castries, St Lucia, San Juan, Puerto Rico
2026 Sails: Jan 25, Apr 5, More...

8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, St Johns AG, Antigua, Gustavia, Philipsburg
2026 Sails: Jan 25, More...